Tetrahydrocannabivarol (BioDeep_00000173784)

   

human metabolite blood metabolite natural product


代谢物信息卡片


6,6,9-trimethyl-3-propyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol

化学式: C19H26O2 (286.1933)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCC1=CC(=C2C3C=C(CCC3C(OC2=C1)(C)C)C)O
InChI: InChI=1S/C19H26O2/c1-5-6-13-10-16(20)18-14-9-12(2)7-8-15(14)19(3,4)21-17(18)11-13/h9-11,14-15,20H,5-8H2,1-4H3

描述信息

同义名列表

6 个代谢物同义名

6,6,9-trimethyl-3-propyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol; (6AR-trans)-isomer OF tetrahydrocannabivarin 9; delta(9)-Tetrahydrocannabivarin; Tetrahydrocannabivarin 9; Tetrahydrocannabivarol; tetrahydrocannabivarin



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

10 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Ayat Zagzoog, Kawthar A Mohamed, Hye Ji J Kim, Eunhyun D Kim, Connor S Frank, Tallan Black, Pramodkumar D Jadhav, Larry A Holbrook, Robert B Laprairie. In vitro and in vivo pharmacological activity of minor cannabinoids isolated from Cannabis sativa. Scientific reports. 2020 11; 10(1):20405. doi: 10.1038/s41598-020-77175-y. [PMID: 33230154]
  • Fabio Arturo Iannotti, Ester Pagano, Aniello Schiano Moriello, Filomena Grazia Alvino, Nicolina Cristina Sorrentino, Luca D'Orsi, Elisabetta Gazzerro, Raffaele Capasso, Elvira De Leonibus, Luciano De Petrocellis, Vincenzo Di Marzo. Effects of non-euphoric plant cannabinoids on muscle quality and performance of dystrophic mdx mice. British journal of pharmacology. 2019 05; 176(10):1568-1584. doi: 10.1111/bph.14460. [PMID: 30074247]
  • Annelies Janssens, Cristoforo Silvestri, Andrea Martella, Jo M Vanoevelen, Vincenzo Di Marzo, Thomas Voets. Δ9-tetrahydrocannabivarin impairs epithelial calcium transport through inhibition of TRPV5 and TRPV6. Pharmacological research. 2018 10; 136(?):83-89. doi: 10.1016/j.phrs.2018.08.021. [PMID: 30170189]
  • Barbara Romano, Ester Pagano, Pierangelo Orlando, Raffaele Capasso, Maria Grazia Cascio, Roger Pertwee, Vincenzo Di Marzo, Angelo A Izzo, Francesca Borrelli. Pure Δ9-tetrahydrocannabivarin and a Cannabis sativa extract with high content in Δ9-tetrahydrocannabivarin inhibit nitrite production in murine peritoneal macrophages. Pharmacological research. 2016 11; 113(Pt A):199-208. doi: 10.1016/j.phrs.2016.07.045. [PMID: 27498155]
  • Khalid A Jadoon, Stuart H Ratcliffe, David A Barrett, E Louise Thomas, Colin Stott, Jimmy D Bell, Saoirse E O'Sullivan, Garry D Tan. Efficacy and Safety of Cannabidiol and Tetrahydrocannabivarin on Glycemic and Lipid Parameters in Patients With Type 2 Diabetes: A Randomized, Double-Blind, Placebo-Controlled, Parallel Group Pilot Study. Diabetes care. 2016 Oct; 39(10):1777-86. doi: 10.2337/dc16-0650. [PMID: 27573936]
  • Cristoforo Silvestri, Debora Paris, Andrea Martella, Dominique Melck, Irene Guadagnino, Mike Cawthorne, Andrea Motta, Vincenzo Di Marzo. Two non-psychoactive cannabinoids reduce intracellular lipid levels and inhibit hepatosteatosis. Journal of hepatology. 2015 Jun; 62(6):1382-90. doi: 10.1016/j.jhep.2015.01.001. [PMID: 25595882]
  • John M McPartland, Marnie Duncan, Vincenzo Di Marzo, Roger G Pertwee. Are cannabidiol and Δ(9) -tetrahydrocannabivarin negative modulators of the endocannabinoid system? A systematic review. British journal of pharmacology. 2015 Feb; 172(3):737-53. doi: 10.1111/bph.12944. [PMID: 25257544]
  • Sándor Bátkai, Partha Mukhopadhyay, Bėla Horváth, Mohanraj Rajesh, Rachel Y Gao, Anu Mahadevan, Mukkanti Amere, Natalia Battista, Aron H Lichtman, Lisa A Gauson, Mauro Maccarrone, Roger G Pertwee, Pál Pacher. Δ8-Tetrahydrocannabivarin prevents hepatic ischaemia/reperfusion injury by decreasing oxidative stress and inflammatory responses through cannabinoid CB2 receptors. British journal of pharmacology. 2012 Apr; 165(8):2450-61. doi: 10.1111/j.1476-5381.2011.01410.x. [PMID: 21470208]
  • Serena Deiana, Akihito Watanabe, Yuki Yamasaki, Naoki Amada, Marlene Arthur, Shona Fleming, Hilary Woodcock, Patricia Dorward, Barbara Pigliacampo, Steve Close, Bettina Platt, Gernot Riedel. Plasma and brain pharmacokinetic profile of cannabidiol (CBD), cannabidivarine (CBDV), Δ⁹-tetrahydrocannabivarin (THCV) and cannabigerol (CBG) in rats and mice following oral and intraperitoneal administration and CBD action on obsessive-compulsive behaviour. Psychopharmacology. 2012 Feb; 219(3):859-73. doi: 10.1007/s00213-011-2415-0. [PMID: 21796370]
  • L De Petrocellis, P Orlando, A Schiano Moriello, G Aviello, C Stott, A A Izzo, V Di Marzo. Cannabinoid actions at TRPV channels: effects on TRPV3 and TRPV4 and their potential relevance to gastrointestinal inflammation. Acta physiologica (Oxford, England). 2012 Feb; 204(2):255-66. doi: 10.1111/j.1748-1716.2011.02338.x. [PMID: 21726418]
  • Hemant Lata, Suman Chandra, Natascha Techen, Ikhlas A Khan, Mahmoud A ElSohly. Molecular analysis of genetic fidelity in Cannabis sativa L. plants grown from synthetic (encapsulated) seeds following in vitro storage. Biotechnology letters. 2011 Dec; 33(12):2503-8. doi: 10.1007/s10529-011-0712-7. [PMID: 21805186]
  • Ethan B Russo. Taming THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects. British journal of pharmacology. 2011 Aug; 163(7):1344-64. doi: 10.1111/j.1476-5381.2011.01238.x. [PMID: 21749363]
  • Daniele Bolognini, Barbara Costa, Sabatino Maione, Francesca Comelli, Pietro Marini, Vincenzo Di Marzo, Daniela Parolaro, Ruth A Ross, Lisa A Gauson, Maria G Cascio, Roger G Pertwee. The plant cannabinoid Delta9-tetrahydrocannabivarin can decrease signs of inflammation and inflammatory pain in mice. British journal of pharmacology. 2010 Jun; 160(3):677-87. doi: 10.1111/j.1476-5381.2010.00756.x. [PMID: 20590571]
  • Lamont Booker, Pattipati S Naidu, Raj K Razdan, Anu Mahadevan, Aron H Lichtman. Evaluation of prevalent phytocannabinoids in the acetic acid model of visceral nociception. Drug and alcohol dependence. 2009 Nov; 105(1-2):42-7. doi: 10.1016/j.drugalcdep.2009.06.009. [PMID: 19679411]
  • Gernot Riedel, Paola Fadda, Susan McKillop-Smith, Roger G Pertwee, Bettina Platt, Lianne Robinson. Synthetic and plant-derived cannabinoid receptor antagonists show hypophagic properties in fasted and non-fasted mice. British journal of pharmacology. 2009 Apr; 156(7):1154-66. doi: 10.1111/j.1476-5381.2008.00107.x. [PMID: 19378378]
  • R G Pertwee. The diverse CB1 and CB2 receptor pharmacology of three plant cannabinoids: delta9-tetrahydrocannabinol, cannabidiol and delta9-tetrahydrocannabivarin. British journal of pharmacology. 2008 Jan; 153(2):199-215. doi: 10.1038/sj.bjp.0707442. [PMID: 17828291]
  • R G Pertwee, A Thomas, L A Stevenson, R A Ross, S A Varvel, A H Lichtman, B R Martin, R K Razdan. The psychoactive plant cannabinoid, Delta9-tetrahydrocannabinol, is antagonized by Delta8- and Delta9-tetrahydrocannabivarin in mice in vivo. British journal of pharmacology. 2007 Mar; 150(5):586-94. doi: 10.1038/sj.bjp.0707124. [PMID: 17245367]
  • Adèle Thomas, Lesley A Stevenson, Kerrie N Wease, Martin R Price, Gemma Baillie, Ruth A Ross, Roger G Pertwee. Evidence that the plant cannabinoid Delta9-tetrahydrocannabivarin is a cannabinoid CB1 and CB2 receptor antagonist. British journal of pharmacology. 2005 Dec; 146(7):917-26. doi: 10.1038/sj.bjp.0706414. [PMID: 16205722]
  • Karl W Hillig, Paul G Mahlberg. A chemotaxonomic analysis of cannabinoid variation in Cannabis (Cannabaceae). American journal of botany. 2004 Jun; 91(6):966-75. doi: 10.3732/ajb.91.6.966. [PMID: 21653452]
  • M A ElSohly, H deWit, S R Wachtel, S Feng, T P Murphy. Delta9-tetrahydrocannabivarin as a marker for the ingestion of marijuana versus Marinol: results of a clinical study. Journal of analytical toxicology. 2001 Oct; 25(7):565-71. doi: 10.1093/jat/25.7.565. [PMID: 11599601]
  • M A ElSohly, S Feng, T P Murphy, A W Warrington, S Ross, A Nimrod, Z Mehmedic, N Fortner. Identification and quantitation of 11-nor-delta9-tetrahydrocannabivarin-9-carboxylic acid, a major metabolite of delta9-tetrahydrocannabivarin. Journal of analytical toxicology. 2001 Sep; 25(6):476-80. doi: 10.1093/jat/25.6.476. [PMID: 11550824]
  • M A ElSohly, S Feng, T P Murphy, S A Ross, A Nimrod, Z Mehmedic, N Fortner. Delta 9-tetrahydrocannabivarin (delta 9-THCV) as a marker for the ingestion of cannabis versus Marinol. Journal of analytical toxicology. 1999 May; 23(3):222-4. doi: 10.1093/jat/23.3.222. [PMID: 10369334]
  • A Schurr, B M Rigor. Cannabis extract, but not delta 1-tetrahydrocannabinol, inhibits human brain and liver monoamine oxidase. General pharmacology. 1984; 15(2):171-4. doi: 10.1016/0306-3623(84)90104-6. [PMID: 6325288]